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CS-W001157 4
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1,4-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene

  • CAS No. 99770-93-1

  • Cat. No. CS-0067161
  • Purity≥97%
  • MDL No.MFCD08276852

*For research and further manufacturing use only, not for direct human use.

1,4-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene|CS-0067161

Structure of 99770-93-1

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General Information

  • CAS No. 99770-93-1
  • Cat. No. CS-0067161
  • Purity ≥97%
  • MDL No. MFCD08276852
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₂₈B₂O₄
  • Molecular Weight 330.04
  • Synonym(s) 2,2'-benzene-1,4-diylbis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
  • SMILES CC1(C)C(C)(C)OB(C2=CC=C(B3OC(C)(C)C(C)(C)O3)C=C2)O1

Application

1,4-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene serves as a versatile bis-borylation building block for Suzuki-Miyaura cross-coupling reactions. Its stable, sterically protected boronate ester groups enable efficient homocoupling and heterocoupling with aryl halides under mild conditions. The molecule exhibits excellent bench stability, minimal protodeborylation, and facilitates the construction of conjugated biaryl scaffolds commonly found in functional materials and pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Chaumeil, Helene; Le Drian, Claude; Defoin, Albert Synthesis, 2002 , # 6 p. 757 - 760
  • Route2
    • In-stock
      1,4-Dibromobenzene|CS-0000003
      106-37-6
    • null|null
      61676-62-8
    • ~94%
    • In-stock
      1,4-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene|CS-0067161
      99770-93-1

    References

    • Zhou, Mingjie; Huang, Jie; Liu, Yijin Patent: US2013/165646 A1, 2013 ; Location in patent: Paragraph 0066; 0067; 0068 ;
  • Route3

    References

    • Kleeberg, Christian; Dang, Li; Lin, Zhenyang; Marder, Todd B. Angewandte Chemie, International Edition, 2009 , vol. 48, p. 5350 - 5354 Angewandte Chemie, 2009 , vol. 121, p. 5454 - 5458

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   36.92
  • LogP   2.285
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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